Stigmastane-3,6-dione | CAS:22149-69-5

Stigmastane-3,6-dione

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Description:

Stigmastane-3,6-dione has anti-inflammatory activity. 5 alpha-Stigmastane-3,6-dione shows antifeedant activity against bell weevils.

Targets:

Immunology & Inflammation related

In vivo:

Planta Med., 2008, 74(9):983-4.

Three anti-inflammatory stigmastane steroids from Alchornea floribunda leaves[Reference: WebLink]

The anti-inflammatory activities of these compounds were evaluated using in vitro and in vivo animal models.
METHODS AND RESULTS:
The compounds, 1, 2 and 3 at 5mg/ear inhibited xylene – induced ear edema in mice, with edema inhibitions of 59.9, 51.5 and 51.54% respectively. At 20mg/kg (ip), all the compounds significantly (p<0.05) inhibited acute inflammation induced by subplanta injection of undiluted egg albumen in rats' paw. Compound 1 exhibited a higher anti-inflammatory effect (% edema inhibition=50. 0) than prednisolone (% edema inhibition=48.0) at 3h. 1 and 3 at concentrations of 50 and 100μg/ml significantly (p<0.05) stabilized heat-induced haemolysis of human erythrocytes in vitro, but have no effect on hypotonicity-induced haemolysis. Spectral analysis elucidated the compounds as Stigmastane-3,6-dione (1), stigmastane-22-ene-3,6-dione (2) and 3-hydroxystigmastane-22-ene (3).
CONCLUSIONS:
These compounds may, in part, account for the anti-inflammatory effect of Alchornea floribunda leaves.

Stigmastane-3,6-dione Description

Source:	The roots of Piper nigrum
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Animal Research:

J. Agric.Food Chem.,1994, 42(7):1561-2.

Boll weevil antifeedants from Eleocharis dulcis Trin.[Reference: WebLink]

METHODS AND RESULTS:
Six compounds were isolated from the CH2Cl2 extract of eleocharis dulcis Trin. They are hexacosanoic acid, 5 alpha-Stigmastane-3,6-dione, beta-sitosterol, stigmasterol, betulin, and tricin.
CONCLUSIONS:
5 alpha-Stigmastane-3,6-dione, betulin, and tricin showed antifeedant activity against boll weevils.

Structure Identification:

Nat Prod Res. 2013 Aug;27(15):1404-7.

Triterpenoid profile of flower and leaf cuticular waxes of heather Calluna vulgaris.[Pubmed: 23148482]

METHODS AND RESULTS:
Analysis of the main triterpenoid profile of chloroform-soluble cuticular waxes of heather flowers and leaves by GC-MS revealed the following composition: four ketones - α-amyrenone, 4-epi-friedelin, friedelin and taraxerone and seven steroids - campesterol, cholesterol, sitostanol, sitosterol, stigmasterol, stigmasta-3,5-dien-7-one and Stigmastane-3,6-dione. Triterpenoids accounted for 20% and 65% by mass of flower and leaf waxes, respectively, which suggest that heather leaves represent a very promising source of these compounds.
CONCLUSIONS:
Ursolic acid was the principal triterpenoid in the cuticular wax of both organs, whereas among the neutral triterpenes, friedelin and uvaol were the most abundant in flowers and leaves, respectively. This report provides the first thorough overview of the triterpenoid composition of cuticular waxes of heather.

Product Name	Stigmastane-3,6-dione
Price:
CAS No.:	22149-69-5
Catalog No.:	CFN98206
Molecular Formula:	C₂₉H₄₈O₂
Molecular Weight:	428.7 g/mol
Purity:	>=98%
Type of Compound:	Steroids
Physical Desc.:	Powder
Source:	The roots of Piper nigrum
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Anti-inflammatory Compound Library Antifeedant Compound Library Steroids Compound Library Immunology & Inflammation related Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.3326 mL	11.6632 mL	23.3263 mL	46.6527 mL	58.3158 mL
5 mM	0.4665 mL	2.3326 mL	4.6653 mL	9.3305 mL	11.6632 mL
10 mM	0.2333 mL	1.1663 mL	2.3326 mL	4.6653 mL	5.8316 mL
50 mM	0.0467 mL	0.2333 mL	0.4665 mL	0.9331 mL	1.1663 mL
100 mM	0.0233 mL	0.1166 mL	0.2333 mL	0.4665 mL	0.5832 mL

CFN99220	Stigmastane-3,6-diol	112244-29-8	432.7	C₂₉H₅₂O₂
CFN98206	Stigmastane-3,6-dione	22149-69-5	428.7	C₂₉H₄₈O₂
CFN98048	Stigmastane-3,5,6-triol	20835-91-0	448.7	C₂₉H₅₂O₃
CFN97930	Stigmasta-4,22-diene-3beta,6beta-diol	167958-89-6	428.7	C₂₉H₄₈O₂
CFN99234	Stigmast-4-ene-3,6-diol	113626-76-9	430.7	C₂₉H₅₀O₂
CFN98495	6-Hydroxystigmasta-4,22-dien-3-one	36450-01-8	426.7	C₂₉H₄₆O₂
CFN98496	6beta-Hydroxystigmast-4-en-3-one	36450-02-9	428.7	C₂₉H₄₈O₂
CFN98968	Stigmast-4-ene-3,6-dione	23670-94-2	426.7	C₂₉H₄₆O₂
CFN98594	Cyasterone	17086-76-9	520.65	C₂₉H₄₄O₈
CFN90613	Precyasterone	27335-85-9	520.65	C₂₉H₄₄O₈